Journal
CHEMISTRY-AN ASIAN JOURNAL
Volume 11, Issue 16, Pages 2260-2264Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/asia.201600943
Keywords
alkynes; anilides; annulation; benzo[cd]indolones; rhodium
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Funding
- ACT-C from JST (Japan)
- MEXT (Japan) [26102004, 25105714]
- JSPS (Japan) [15H06201]
- Grants-in-Aid for Scientific Research [15H06201, 25105714, 26102004] Funding Source: KAKEN
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An electron-deficient Cp-E rhodium(III) complex bearing a cyclopentadienyl ligand with two ethyl ester substituents catalyzes the tandem [2+2+2] annulation-lactamization of acetanilides with two alkynoates via cleavage of adjacent two C-H bonds to give densely substituted benzo[cd]indolones. The reactions of meta-methoxy-substituted acetanilides with two alkynoates also provided benzo[cd] indolones via cleavage of adjacent C-H/C-O bonds. Furthermore, 3,5-dimethoxyacetanilides reacted with two alkynoates to give dearomatized spiro compounds.
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